Issue 1, 2021
From the journal:

Chemical Communications

Copper-catalyzed enantioselective synthesis of bridged bicyclic ketals from 1,1-disubstituted-4-methylene-1,6-hexanediols and related alkenols†

Ameya S. Burde, ORCID logo a   Shuklendu D. Karyakarte,‡a   Eric D. Sylvestera  and  Sherry R. Chemler ORCID logo *a  

* Corresponding authors

a Chemistry Department, Natural Science Complex, State University of New York at Buffalo, Buffalo, New York, USA
E-mail: schemler@buffalo.edu

Abstract

Bridged bicyclic ketals display a range of bioactivities. Their catalytic enantioselective synthesis from acyclic 1,1-disubstituted alkene diols is disclosed. This reaction combines asymmetric catalysis with a distal radical migration. Alkynes and arenes undergo the group transfer.

Graphical abstract: Copper-catalyzed enantioselective synthesis of bridged bicyclic ketals from 1,1-disubstituted-4-methylene-1,6-hexanediols and related alkenols

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Article information

DOI
https://doi.org/10.1039/D0CC06404A
Article type
Communication
Submitted
25 Sep 2020
Accepted
07 Dec 2020
First published
08 Dec 2020

Chem. Commun., 2021,57, 105-108

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Copper-catalyzed enantioselective synthesis of bridged bicyclic ketals from 1,1-disubstituted-4-methylene-1,6-hexanediols and related alkenols

A. S. Burde, S. D. Karyakarte, E. D. Sylvester and S. R. Chemler, Chem. Commun., 2021, 57, 105 DOI: 10.1039/D0CC06404A

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